Chloroform → (7R)-7-({({(2R)-1-({(2S,4R)-4-hydroxy-1-(3,3,3-triphenylpropanoyl)-2-pyrrolidinyl}carbonyl)-2-pyrrolidinyl}carbonyl)amino}methyl)-5-azoniaspiro[4.5]decane chloride

Participants

Reaction Steps

The method of Japan Kokai (laid-open) No. Sho 62(1987)-215588 A1 was followed. In 0.6 ml of chloroform, 41 mg of (2R)-1-{(2S,4R)-4-hydroxy-1-(3,3,3-triphenylpropanoyl)pyrrolidin-2-yl}carbonyl-N-((3S)-3-piperidylmethyl)pyrrolidine-2-carboxamide, 0.014 ml of diethylamine and 0.032 ml of 1,4-dibromobutane were dissolved, and the solution was allowed to stand in a hermetically sealed vessel for 6 days. The reaction liquid was diluted with chloroform and the solvent was distilled off under reduced pressure. The resultant residue was dissolved in a mixture of ultrapure water 0.6 ml/methanol 0.1 ml, and developed on a reversed phase medium pressure liquid chromatography [ODS-AQ 120-S50 (YMC). The product was purified and anion-exchanged by pouring 20 ml of saturated brine, washing with 150 ml of ultrapure water, and eluting from methanol/water=1/1, to provide 45 mg of the title compound as a white solid.

Provenance & Evidence